期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 6, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202111627
关键词
covalent organic framework; isoelectronic; photoredox catalysis; pyrylium; vinylene linkage
资金
- Science and Technology Commission of Shanghai Municipality [20JC1414900]
- National Natural Science Foundation of China [21720102002, 22005189, 21774072]
- China Postdoctoral Science Foundation [2020M681277]
- Fujian Engineering Research Center of New Chinese lacquer Material (Minjiang University) [323030030702]
- Open Project Program of the State Key Laboratory of Modification of Chemical Fibers and Polymer Materials [KF2019]
The researchers have successfully achieved a two-dimensional oxonium-embedded COF with vinylene linkages and converted it to a neutral pyridine-cored COF through ammonia treatment. These two heteroatom-embedded COFs, while featuring similar geometric structures, exhibit different electronic structures, and are capable of catalyzing multi-component synthesis with good recyclability.
Embedding heteroatoms into the main backbones of polymeric materials has become an efficient tool for tailoring their structures and improving their properties. However, owing to comparatively harsh heteroatom-doping conditions, this has rarely been explored in covalent organic frameworks (COFs). Herein, upon aldol condensation of a trimethyl-substituted pyrylium salt with a tritopic aromatic aldehyde, a two-dimensional oxonium-embedded COF with vinylene linkages was achieved, which was further converted to a neutral pyridine-cored COF by in situ replacement of oxonium ions with nitrogen atoms under ammonia treatment. The two heteroatom-embedded COFs are conceptually isoelectronic with each other, featuring similar geometric structures but different electronic structures, rendering them capable of catalyzing the visible-light-promoted multi-component synthesis of tri-substituted pyridine derivatives with good recyclability.
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